4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid

Base Information

• Chemical Name: 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid
• CAS No.: 1391075-81-2
• Molecular Formula: C₂₇H₂₇F₃N₂O₄S
• Molecular Weight: 532.584
• Mol file: 1391075-81-2.mol

Synonyms:

Chemical Property of 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid

There total 11 articles about 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-[[1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carbonyl]-(4-trifluoromethylbenzyl)-amino]-butyric acid ethyl ester (1391075-78-7) → 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid (1391075-81-2)

Guidance literature:

4-[[1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carbonyl]-(4-trifluoromethylbenzyl)-amino]-butyric acid ethyl ester; With sodium hydroxide; In ethanol; at 20 ℃; for 15h;

With citric acid; In ethanol; water; pH=3;

DOI:10.1021/jm5012885

Reference yield:

methyl 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoate → 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid (1391075-81-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 3.5h;

DOI:10.1021/acs.jmedchem.7b00338

Reference yield:

1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carboxylic acid (1391078-83-3) → 4-(1-(2-(benzo[b]thiophen-3-yl)acetyl)-2-methyl-N-(4-(trifluoromethyl)benzyl)azetidine-2-carboxamido)butanoic acid (1391075-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.1: base / dichloromethane; N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydroxide / ethanol / 15 h / 20 °C

3.2: pH 3

With oxalyl dichloride; sodium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm5012885

upstream raw materials:

1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carboxylic acid

C₁₇H₁₉NO₃S

4-[[1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carbonyl]-(4-trifluoromethylbenzyl)-amino]-butyric acid ethyl ester

2-[benzyl-(2-chloroethyl)amino]propionic acid ethyl ester